Structure Database (LMSD)

OH O O O O O OH O HO O OH O O OH O O O O
Common Name
PAT16(22:1(2E)(2Me,4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/24:0(2Me[R],3OH[R],4Me[S],6Me[S])/25:1(2E)(2Me,4Me[S],6Me[S]))
Systematic Name
2-O-hexadecanoyl-3-O-(2,4S,6S-trimethyl-2E-docosenoyl)-6-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-2'-O-(2R,4S,6S-trimethyl-3R-hydroxy-tetracosanoyl)-4'-O-(2,4S,6S-trimethyl-2E-pentacosenoyl)-α,α-trehalose
Synonyms
LM ID
LMSL03000144
Formula
C135H254O18
Exact Mass
Calculate m/z
2163.89602
Status
Active (generated by computational methods)
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Saccharolipids [SL]
Acyltrehaloses [SL03]

String Representations

InChiKey (Click to copy)
KKWVLHULTFCUPV-WDIHMHRWSA-N
InChi (Click to copy)
InChI=1S/C135H254O18/c1-18-23-28-33-38-43-48-53-57-60-63-66-70-75-80-84-89-94-107(6)99-111(10)103-115(14)130(142)150-126-119(105-136)147-134(128(125(126)141)152-133(145)118(17)123(139)114(13)102-110(9)97-92-87-82-77-72-68-62-59-55-50-45-40-35-30-25-20-3)153-135-129(149-121(137)98-93-88-83-78-73-64-52-47-42-37-32-27-22-5)127(151-131(143)116(15)104-112(11)100-108(7)95-90-85-79-74-69-65-56-51-46-41-36-31-26-21-4)124(140)120(148-135)106-146-132(144)117(16)122(138)113(12)101-109(8)96-91-86-81-76-71-67-61-58-54-49-44-39-34-29-24-19-2/h103-104,107-114,117-120,122-129,134-136,138-141H,18-102,105-106H2,1-17H3/b115-103+,116-104+/t107-,108-,109-,110-,111-,112-,113-,114-,117+,118+,119+,120+,122+,123+,124+,125-,126+,127-,128+,129+,134+,135+/m0/s1
SMILES (Click to copy)
CCCCCCCCCCCCCCCCCCC[C@H](C)C[C@H](C)/C=C(\C)/C(=O)O[C@@H]1[C@@H](CO)O[C@@H]([C@@H]([C@H]1O)OC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](COC(=O)[C@H](C)[C@@H]([C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCCCC)O)O1)O)OC(=O)/C(=C/[C@@H](C)C[C@@H](C)CCCCCCCCCCCCCCCC)/C)OC(=O)CCCCCCCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mycobacterium tuberculosis (#1773)
Actinomycetia (#1760)
Asymmetric Total Synthesis and Structural Revision of DAT2, an Antigenic Glycolipid from Mycobacterium tuberculosis.,
Angew Chem Int Ed Engl, 2024
Pubmed ID: 38456226
Mycobacterium (#1763)
Actinomycetia (#1760)
Mycobacterial polyacyltrehalose generated by computational means

Other Databases

PubChem CID
52929981

Calculated Physicochemical Properties

Heavy Atoms 153
Rings 2
Aromatic Rings 0
Rotatable Bonds 113
Van der Waals Molecular Volume 2459.08
Topological Polar Surface Area 264.48
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 18
logP 41.60
Molar Refractivity 647.09

Admin

Created at
-
Updated at
2nd May 2024